Alizarin (BioDeep_00000406110)

Main id: BioDeep_00000017252

Secondary id: BioDeep_00000000174

natural product PANOMIX_OTCML-2023 Volatile Flavor Compounds


代谢物信息卡片


InChI=1\C14H8O4\c15-10-6-5-9-11(14(10)18)13(17)8-4-2-1-3-7(8)12(9)16\h1-6,15,18

化学式: C14H8O4 (240.0422568)
中文名称: 茜素, 1,2-二羟基蒽醌
谱图信息: 最多检出来源 Homo sapiens(blood) 0.11%

分子结构信息

SMILES: C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C(=C(C=C3)O)O
InChI: InChI=1S/C14H8O4/c15-10-6-5-9-11(14(10)18)13(17)8-4-2-1-3-7(8)12(9)16/h1-6,15,18H

描述信息

COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS

同义名列表

108 个代谢物同义名

InChI=1\C14H8O4\c15-10-6-5-9-11(14(10)18)13(17)8-4-2-1-3-7(8)12(9)16\h1-6,15,18; 4-08-00-03256 (Beilstein Handbook Reference); 9,10-Anthracenedione, 1,2-dihydroxy-; 1,2-Dihydroxy-9,10-anthracenedione; 1,2-dihydroxyanthracene-9,10-dione; 1,2-Dihydroxyanthrachinon [Czech]; Alizarine Paste 20 percent Bluish; 1,2-Dihydroxyanthra-9,10-quinone; 1,2-Dihydroxy-9,10-anthraquinone; DIHYDROXY-9,10-ANTHRACENEDIONE; Anthraquinone, 1,2-dihydroxy-; 1,2-Dihydroxy-anthraquinone; Alizarine paste 20\\% bluish; Deep Crimson Madder 10821E; 1,2-dihydroxyanthraquinone; D and C Orange Number 15D; 1,2-Dihydroxyanthrachinon; Deep Crimson Madder 10821; D And C Orange Number 15; LN: L C666 BV IVJ EQ FQ1; Alizarine Lake Red IPX; Alizarine Lake Red 2P; 1,2-Anthraquinonediol; Alizarinprimeveroside; Alizarine Lake Red 3P; SDCCGMLS-0066502.P001; D and C Orange No. 15; Certiqual Alizarine D; C.I. Mordant Red 11C; C.I. Pigment Red 83C; Certiqual Alizarine; C.I. Pigment Red 83; Mitsui Alizarine BS; C.I. Mordant Red 11; Alizarine indicator; Sanyo Carmine l2BT; Mitsui Alizarine B; Alizarine Red IPP; Alizarine L paste; Sanyo Carmine L2B; Alizerine Red IPP; EINECS 200-782-5; Spectrum5_000150; Spectrum4_001555; Alizarine Red B2; Spectrum3_000262; Turkey Red (VAN); Spectrum2_000397; Alizarine Red IP; NCGC00095227-01; NCGC00095227-02; Alizarine Red L; NCGC00095227-03; SpecPlus_000320; Alizarine Red B; Spectrum_000386; Mordant Red 11; PIGMENT RED 83; SPECTRUM210850; Eljon Madder M; BSPBio_001704; Alizarine Red; CBDivE_014227; KBioSS_000866; KBioGR_002050; Alizerine NAC; DivK1c_006416; Alizarine NAC; KBio2_003434; KBio1_001360; ZINC03860973; Alizarine 3B; KBio2_000866; Turkey Red W; KBio2_006002; alizarin red; NCI60_041501; 32612_RIEDEL; KBio3_001204; SPBio_000613; Eljon Madder; 333174_SIAL; AIDS-001373; Alizarine B; C.I. 58000C; BRN 1914037; 122777_SIAL; CHEBI:16866; 05560_FLUKA; Hystazarin; 84754-86-9; Alizarin B; C.I. 58000; Turkey Red; CCRIS 3530; AIDS001373; Alizarina; alizarine; 1328-02-5; AI3-18244; SBB006481; NSC 7212; Alizarin; CI 58000; NSC7212; 72-48-0; C01474; Alizarin



相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

85 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Zhongjing Jiang, Linhua Deng, Mengjun Li, Emmanuel Alonge, Yanling Wang, Yunjia Wang. Ginsenoside Rg1 modulates PI3K/AKT pathway for enhanced osteogenesis via GPER. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2024 Feb; 124(?):155284. doi: 10.1016/j.phymed.2023.155284. [PMID: 38176267]
  • Wei Xiong, Lingmei Yuan, Liangxia Wang, Guowen Qian, Chaoyi Liang, Bin Pan, Ling Guo, Wenqiang Wei, Xunxiang Qiu, Wenfang Deng, Zhikui Zeng. [Preparation of berberine-naringin dual drug-loaded composite microspheres and evaluation of their antibacterial-osteogenic properties]. Zhongguo xiu fu chong jian wai ke za zhi = Zhongguo xiufu chongjian waike zazhi = Chinese journal of reparative and reconstructive surgery. 2023 Dec; 37(12):1505-1513. doi: 10.7507/1002-1892.202308054. [PMID: 38130195]
  • Hongpeng Yu, Qing Zhou, Dong He, JinJin Yang, Kegang Wu, Xianghua Chai, Yujuan Xiang, Xuejuan Duan, Xiqin Wu. Enhanced mechanical and functional properties of chitosan/polyvinyl alcohol/hydroxypropyl methylcellulose/alizarin composite film by incorporating cinnamon essential oil and tea polyphenols. International journal of biological macromolecules. 2023 Sep; ?(?):126859. doi: 10.1016/j.ijbiomac.2023.126859. [PMID: 37714243]
  • Xiaodan Zheng, Jingqiu Chen, Nanquan Rao, Chun Yang, Juan Liu, Jun Zhang, Yanhong Li. The Effect of an Extract of Sappanwood, Protosappanin A and Protosappanin B on Osteogenesis in Periodontitis. Frontiers in bioscience (Landmark edition). 2023 08; 28(8):172. doi: 10.31083/j.fbl2808172. [PMID: 37664926]
  • Zhenhua Ni, Honghong Ma, Xiaodong Li, Liwei Zou, Zongjun Liu, Xiongbiao Wang, Hong Ma, Ling Yang. Wogonin alleviates BaP-induced DNA damage and oxidative stress in human airway epithelial cells by dual inhibiting CYP1A1 activity and expression. Environmental toxicology. 2023 Jul; ?(?):. doi: 10.1002/tox.23907. [PMID: 37515497]
  • Lin Jin, Jiali Shan, Yanhong Hao, Yingchun Wang, Liping Liu. Enhanced bone regeneration by low-intensity pulsed ultrasound and lipid microbubbles on PLGA/TCP 3D-printed scaffolds. BMC biotechnology. 2023 06; 23(1):13. doi: 10.1186/s12896-023-00783-9. [PMID: 37280578]
  • Yuexuan Li, Jiaxing Zhang, Chengyu Zhang, Weifan Dang, Lu Xue, Hongliang Liu, Huiying Cheng, Xiaohui Yan. Facile and selective separation of anthraquinones by alizarin-modified iron oxide magnetic nanoparticles. Journal of chromatography. A. 2023 May; 1702(?):464088. doi: 10.1016/j.chroma.2023.464088. [PMID: 37230053]
  • Mengyuan Li, Yumeng Wang, Jing Xue, Qingqing Xu, Yuerong Zhang, Jie Liu, Hai Xu, Zhuo Guan, Chengyue Bian, Guangdong Zhang, Yan Yu. Baicalin can enhance odonto/osteogenic differentiation of inflammatory dental pulp stem cells by inhibiting the NF-κB and β-catenin/Wnt signaling pathways. Molecular biology reports. 2023 Apr; ?(?):. doi: 10.1007/s11033-023-08398-1. [PMID: 37009956]
  • Guan-Jun Yang, Fan Tao, Hai-Jing Zhong, Chao Yang, Jiong Chen. Targeting PGAM1 in cancer: An emerging therapeutic opportunity. European journal of medicinal chemistry. 2022 Dec; 244(?):114798. doi: 10.1016/j.ejmech.2022.114798. [PMID: 36215859]
  • Zihang Xu, Yifei Hou, Chunpu Zou, Haibin Liang, Jiasheng Mu, Xiaoning Jiao, Yangzhuangzhuang Zhu, Lin Su, Mingxi Liu, Xiao Chen, Chunmei Qian, Xiandan Zhu, Wei Gong, Qian Dong, Fei Zhang. Alizarin, a nature compound, inhibits the growth of pancreatic cancer cells by abrogating NF-κB activation. International journal of biological sciences. 2022; 18(7):2759-2774. doi: 10.7150/ijbs.70567. [PMID: 35541911]
  • Swarup Roy, Jong-Whan Rhim. Fabrication of Carboxymethyl Cellulose/Agar-Based Functional Films Hybridized with Alizarin and Grapefruit Seed Extract. ACS applied bio materials. 2021 05; 4(5):4470-4478. doi: 10.1021/acsabm.1c00214. [PMID: 35006859]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Marcela B Queiroz, Fernanda F E Torres, Elisandra M Rodrigues, Kennia S Viola, Roberta Bosso-Martelo, Gisselle M Chavez-Andrade, Marina T Souza, Edgar D Zanotto, Juliane M Guerreiro-Tanomaru, Mario Tanomaru-Filho. Development and evaluation of reparative tricalcium silicate-ZrO2 -Biosilicate composites. Journal of biomedical materials research. Part B, Applied biomaterials. 2021 04; 109(4):468-476. doi: 10.1002/jbm.b.34714. [PMID: 32860327]
  • Yipeng Sun, Zhaowen Shi, Yuhua Lin, Mengzhe Zhang, Jinjin Liu, Linyun Zhu, Qingge Chen, Junjie Bi, Shanqun Li, Zhenhua Ni, Xiongbiao Wang. Benzo(a)pyrene induces MUC5AC expression through the AhR/mitochondrial ROS/ERK pathway in airway epithelial cells. Ecotoxicology and environmental safety. 2021 Mar; 210(?):111857. doi: 10.1016/j.ecoenv.2020.111857. [PMID: 33421718]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Juan Qiao, Qianrong Liu, Han Wu, Huiwu Cai, Li Qi. Non-enzymatic detection of serum glucose using a fluorescent nanopolymer probe. Mikrochimica acta. 2019 05; 186(6):366. doi: 10.1007/s00604-019-3475-9. [PMID: 31114937]
  • Lanting Xu, Meimei Xing, Xiaoqing Xu, Fatma Sa Saadeldeen, Zhenhua Liu, Jinfeng Wei, Wenyi Kang. Alizarin increase glucose uptake through PI3K/Akt signaling and improve alloxan-induced diabetic mice. Future medicinal chemistry. 2019 03; 11(5):395-406. doi: 10.4155/fmc-2018-0515. [PMID: 30650995]
  • Sisubalan Natarajan, Priyanka Mishra, Malayaman Vadivel, M Ghouse Basha, Amit Kumar, Sundaresan Velusamy. ISSR Characterization and Quantification of Purpurin and Alizarin in Rubia cordifolia L. Populations from India. Biochemical genetics. 2019 Feb; 57(1):56-72. doi: 10.1007/s10528-018-9875-4. [PMID: 30039443]
  • Carmel Fargason, Nan Zhang, Mandi J Lopez. Feline Adult Adipose Tissue-Derived Multipotent Stromal Cell Isolation and Differentiation. Methods in molecular biology (Clifton, N.J.). 2018; 1773(?):173-188. doi: 10.1007/978-1-4939-7799-4_15. [PMID: 29687390]
  • Zuoliang Zheng, Shengqing Li, Yuping Zhong, Ruoting Zhan, Yan Yan, Huafeng Pan, Ping Yan. UPLC-QTOF-MS Identification of the Chemical Constituents in Rat Plasma and Urine after Oral Administration of Rubia cordifolia L. Extract. Molecules (Basel, Switzerland). 2017 Aug; 22(8):. doi: 10.3390/molecules22081327. [PMID: 28800124]
  • Jia Tang, Takashi Saito. Human plasma fibronectin promotes proliferation and differentiation of odontoblast. Journal of applied oral science : revista FOB. 2017 May; 25(3):299-309. doi: 10.1590/1678-7757-2016-0442. [PMID: 28678949]
  • M R Gandhi, A D Reegan, P Ganesan, K Sivasankaran, M G Paulraj, K Balakrishna, S Ignacimuthu, N A Al-Dhabi. Larvicidal and Pupicidal Activities of Alizarin Isolated from Roots of Rubia cordifolia Against Culex quinquefasciatus Say and Aedes aegypti (L.) (Diptera: Culicidae). Neotropical entomology. 2016 Aug; 45(4):441-8. doi: 10.1007/s13744-016-0386-x. [PMID: 27004695]
  • Satin Salehi, Paul Cooper, Anthony Smith, Jack Ferracane. Dentin matrix components extracted with phosphoric acid enhance cell proliferation and mineralization. Dental materials : official publication of the Academy of Dental Materials. 2016 Mar; 32(3):334-42. doi: 10.1016/j.dental.2015.11.004. [PMID: 26777093]
  • Abraham Daniel Arulraj, Muthunanthevar Vijayan, Vairathevar Sivasamy Vasantha. Spectrophotometric determination of pico-molar level of hydrazine by using Alizarin red in water and urine samples. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2015 Sep; 148(?):355-61. doi: 10.1016/j.saa.2015.03.092. [PMID: 25911160]
  • Lauren Ford, Christopher M Rayner, Richard S Blackburn. Isolation and extraction of ruberythric acid from Rubia tinctorum L. and crystal structure elucidation. Phytochemistry. 2015 Sep; 117(?):168-173. doi: 10.1016/j.phytochem.2015.06.015. [PMID: 26091962]
  • Hong-shuai Yang, Ju Wang, Cui Guo, Wei Liu, Yuan-yuan Chen, Jin-feng Wei, Wen-yi Kang. Simultaneous determination of alizarin and rubimaillin in Rubia cordifolia by ultrasound-assisted ionic liquid-reversed phase liquid chromatography. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2015 Jul; 40(13):2617-23. doi: ". [PMID: 26697688]
  • Vijaykumar L Dhadge, Abid Hussain, Ana M Azevedo, Raquel Aires-Barros, Ana C A Roque. Boronic acid-modified magnetic materials for antibody purification. Journal of the Royal Society, Interface. 2014 Feb; 11(91):20130875. doi: 10.1098/rsif.2013.0875. [PMID: 24258155]
  • Dariusz Toczek, Karolina Kubas, Michał Turek, Szczepan Roszak, Roman Gancarz. Theoretical studies of structure, energetics and properties of Ca²⁺ complexes with alizarin glucoside. Journal of molecular modeling. 2013 Oct; 19(10):4209-14. doi: 10.1007/s00894-013-1841-9. [PMID: 23605140]
  • Mingming Zou, Ying Li, Jun Wang, Jingqun Gao, Qi Wang, Baoxin Wang, Ping Fan. Spectroscopic studies on H2O2 damaging BSA induced by 1,2-dihydroxy-9, 10-anthraquinone-3-aminomethyl-N, N-diacetate-ferrous(III). Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2013 Aug; 112(?):206-13. doi: 10.1016/j.saa.2013.04.005. [PMID: 23666356]
  • N T Abdel-Ghani, M S Rizk, M Mostafa. Extractive determination of ephedrine hydrochloride and bromhexine hydrochloride in pure solutions, pharmaceutical dosage form and urine samples. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2013 Jul; 111(?):131-41. doi: 10.1016/j.saa.2013.03.038. [PMID: 23624039]
  • Farid A Badria, Ahmed S Ibrahim. Evaluation of natural anthracene-derived compounds as antimitotic agents. Drug discoveries & therapeutics. 2013 Apr; 7(2):84-9. doi: . [PMID: 23715507]
  • Thilo Christopher Fischer, Christian Gosch, Beate Mirbeth, Markus Gselmann, Veronika Thallmair, Karl Stich. Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. Journal of agricultural and food chemistry. 2012 Dec; 60(49):12074-81. doi: 10.1021/jf303584r. [PMID: 23163769]
  • Natasha Baker, Guofeng Zhang, Yang You, Rocky S Tuan. Caveolin-1 regulates proliferation and osteogenic differentiation of human mesenchymal stem cells. Journal of cellular biochemistry. 2012 Dec; 113(12):3773-87. doi: 10.1002/jcb.24252. [PMID: 22807396]
  • Li Hong Zhang, Zhi Yong Zheng, Shu-Lian Jiang, Ma-Lin Cui, Li Jiao, Xuan Lin, Wen-Lian Cai, Shao-Qin Lin, Jia-Ming Liu. Coupling technique of self-ordered ring and phosphorimetry for the determination of alkaline phosphatase and diseases prediction. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2012 Nov; 97(?):639-47. doi: 10.1016/j.saa.2012.07.003. [PMID: 22858611]
  • Zhanguang Chen, Zhen Wang, Junhui Chen, Xi Chen. Alizarin red S/copper ion-based ensemble for fluorescence turn on detection of glutathione with tunable dynamic range. Biosensors & bioelectronics. 2012 Oct; 38(1):202-8. doi: 10.1016/j.bios.2012.05.030. [PMID: 22732668]
  • Swati Srivastava, Upasana Bedi, Partha Roy. Synergistic actions of insulin-sensitive and Sirt1-mediated pathways in the differentiation of mouse embryonic stem cells to osteoblast. Molecular and cellular endocrinology. 2012 Sep; 361(1-2):153-64. doi: 10.1016/j.mce.2012.04.002. [PMID: 22542761]
  • Fei Yi, Muhammad Khan, Hongwen Gao, Feng Hao, Meiyan Sun, Lili Zhong, Changzheng Lu, Xuechao Feng, Tonghui Ma. Increased differentiation capacity of bone marrow-derived mesenchymal stem cells in aquaporin-5 deficiency. Stem cells and development. 2012 Sep; 21(13):2495-507. doi: 10.1089/scd.2011.0597. [PMID: 22420587]
  • Michael Wolf, Stefan Lossdörfer, Nuersailike Abuduwali, Rainer Meyer, Sied Kebir, Werner Götz, Andreas Jäger. Effect of intermittent PTH(1-34) on human periodontal ligament cells transplanted into immunocompromised mice. Tissue engineering. Part A. 2012 Sep; 18(17-18):1849-56. doi: 10.1089/ten.tea.2011.0626. [PMID: 22497226]
  • Fang Liu, Ping Fu, Wenxing Fan, Rong Gou, Youqun Huang, Hongyu Qiu, Hui Zhong, Songmin Huang. Involvement of parathyroid hormone-related protein in vascular calcification of chronic haemodialysis patients. Nephrology (Carlton, Vic.). 2012 Aug; 17(6):552-60. doi: 10.1111/j.1440-1797.2012.01601.x. [PMID: 22448974]
  • Saeedeh Darzi, Amir Hassan Zarnani, Mahmood Jeddi-Tehrani, Kobra Entezami, Ebrahim Mirzadegan, Mohamad Mehdi Akhondi, Saeed Talebi, Manijeh Khanmohammadi, Somaieh Kazemnejad. Osteogenic differentiation of stem cells derived from menstrual blood versus bone marrow in the presence of human platelet releasate. Tissue engineering. Part A. 2012 Aug; 18(15-16):1720-8. doi: 10.1089/ten.tea.2011.0386. [PMID: 22571521]
  • Yu Ren, Haiqing Wu, Xueyuan Zhou, Jianxun Wen, Muzi Jin, Ming Cang, Xudong Guo, Qinglian Wang, Dongjun Liu, Yuzhen Ma. Isolation, expansion, and differentiation of goat adipose-derived stem cells. Research in veterinary science. 2012 Aug; 93(1):404-11. doi: 10.1016/j.rvsc.2011.08.014. [PMID: 21945802]
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  • Eleonora Iacono, Marco Cunto, Daniele Zambelli, Francesca Ricci, Pier Luigi Tazzari, Barbara Merlo. Could fetal fluid and membranes be an alternative source for mesenchymal stem cells (MSCs) in the feline species? A preliminary study. Veterinary research communications. 2012 Jun; 36(2):107-18. doi: 10.1007/s11259-012-9520-3. [PMID: 22327440]
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